Shandaken Rentals

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109 Houses

Spectacular Ski Vacation House - Incredible Views!

Shandaken house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 20 minutes

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Price per night from

$458

Great rentals within 20 miles that match your search

Best of Catskills featured on architectural digest: Luxuty and fun!

Claryville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$858

Hunter Mountain Ski House Condo Ski Season Rental

Hunter apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$115

COZY STREAMSIDE SEASONAL COTTAGE NEAR SKI CENTER

Pine Hill house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$76

Charming Artists Cottage

Woodstock house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$229

Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!

Windham tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 53 minutes

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Price per night from

$131

four season vacation rental

Tannersville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$115

country retreat with a modern edge

Kerhonkson house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$429

Tranquil Woodstock Home in the Woods with Hot Tub and Ping Pong

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$401

Windham Mountain Ski House

Windham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$572

Renovated Cozy Catskills Getaway!

Fleischmanns house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$196

Perfect Retreat with an Amazing View

Jewett house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$601

T Lounge & Accomodations

Tannersville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$326

Modern Converted Barn with Amazing Mountain Views

West Kill house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

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Price per night from

$401

Mountain Top Home in Hunter

Hunter house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

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Price per night from

$515

Glasco Woodstock - 16 Acres and Stunning Mountain View

Saugerties house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

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Price per night from

$1,715

Catskills Comfrey Farm - It's another beautiful day in the Catskills!

Fleischmanns farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$115

On Windham Mountain - Westside Chalet

Windham chalet

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$914

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Price per night from

$3,431

chezbevet, a country cabin

Woodstock guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$155

4 seasons mountain condo

East Jewett condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$515

Log House Near Ski Resorts with Sauna Hot Tub Fire Pit

Maplecrest house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$486

45 Acre Private Catskills Villa with Private Pond and River

Jewett villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

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Price per night from

$1,138

15 Acre Catskills Sanctuary with Private Lake, Nature Lovers Retreat

Jewett cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$571

The Hartwood House - Upstate NY Getaway

Saugerties house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$446

The 212 Escape

Bearsville house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$915

Hunter Haven 2bdrm condo with Sauna

Hunter condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$228

Fleischmanns Streamside Retreat

Fleischmanns apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$182

New! Catskills Mountain Cozy 2 BED Cabin Getaway.

Prattsville chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$183

Luxury Catskill Villa 5 Bedrooms/3 Baths/Jacuzzi/Fire pit/Ski Hunter,Windham

Prattsville villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,028

Walnut Grove of New York

Ashland house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$223

Spectacular Mountain and Valley Views

Claryville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$486

Romantic Country Barn By the Stream

Woodstock log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$281

Woodstock Mediterranean Retreat

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

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Price per night from

$859

*ASHTON HILLS Estate -7B/4Ba Luxury Woodstock NY*

Shokan house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 16

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Price per night from

$2,173

NEW Modern Catskills Cabin w/ HOT TUB & views

Denver cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$516

2 BR Cabin, Hot Tub, Fireplace, Heart of Woodstock

Woodstock log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$298

Chalet in the town of Windham

Maplecrest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$287

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rentals in Shandaken

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